Aldoxime → 4-(4-Hydroxybenzoyl) phenoxy acetic acid

HRID 2285613ノート

反応式

HRID 2285613 の反応式
[H-].[Na+].C(=NO)C.[OH:7][C:8]1[CH:27]=[CH:26][C:11]([C:12]([C:14]2[CH:24]=[CH:23][C:17]([O:18][CH2:19][C:20]([OH:22])=[O:21])=[C:16](Cl)[CH:15]=2)=[O:13])=[CH:10][CH:9]=1.OC1C=CC(C(C2C=CC(OCC(O)=O)=CC=2Cl)=O)=CC=1>O.CN(C)C=O>[OH:7][C:8]1[CH:27]=[CH:26][C:11]([C:12]([C:14]2[CH:24]=[CH:23][C:17]([O:18][CH2:19][C:20]([OH:22])=[O:21])=[CH:16][CH:15]=2)=[O:13])=[CH:10][CH:9]=1

参加物

7

反応物 4

HCID 7863AldoximeHCID 24758Sodium hydrideHCID 134089514-(4-Hydroxybenzoyl)-2-chlorophenoxy acetic acidHCID 134089524-(4-Hydroxybenzoyl)-3-chlorophenoxy acetic acid

生成物 1

HCID 134089504-(4-Hydroxybenzoyl) phenoxy acetic acid

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒2 回

実験手順

To a suspension of sodium hydride (4.32 g., 0.09 mole, 50% suspension in mineral oil) in 50 ml. of dimethylformamide was added by dropwise addition acetaldoxime (5.31 g., 0.09 mole) at 5°. The mixture was stirred for 10 minutes at 20°-25° and then treated by dropwise addition with a solution of 10 g. (0.03 mole) of ethyl 4-(4-nitrobenzoyl) phenoxy acetate in 50 ml. of dimethylformamide. The resulting mixture was stirred at room temperature for 5 hrs. and poured into cold water. Acidification with concentrated hydrochloric gave a solid which was collected by filtration and dried. There was obtained 7 g. of product. This material was used without purification for the next step. In a similar manner were prepared the following two compounds: 4-(4-hydroxybenzoyl)-2-chlorophenoxy acetic acid and 4-(4-hydroxybenzoyl)-3-chlorophenoxy acetic acid.

後処理

  1. additiontreated by dropwise addition with a solution of 10 g
  2. stirringThe resulting mixture was stirred at room temperature for 5 hrs
  3. concentrationAcidification with concentrated hydrochloric
  4. customgave a solid which
  5. filtrationwas collected by filtration
  6. customdried
  7. customThere was obtained 7 g
  8. customThis material was used without purification for the next step
  9. customIn a similar manner were prepared the following two compounds

出典と根拠

ORDレコード
ord-67c45f77153d408a99d8075a76944702
出典データセット
uspto-grants-1982_04
特許番号
US04323691

反応ノート

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